Abstract
We synthesized 4-bromo-3-formyl-N-phenyl-5-propylthiophene-2-carboxamide by using three successive direct lithiations and a bromination reaction starting from thiophene. All these lithiation reactions were carried out at −78 °C to RT over a period of 1 to 24 h based on the reactivity of electrophile. This is a four-step protocol starting from thiophene with an overall yield of 47%.
Highlights
In this study we report a chemo and regioselective synthesis of tetra atute chemo and regioselective synthesis of tetra substitutedirect thiophene derivative using three thiophene derivative by using three successive lithiations and abybromination successive direct lithiations and a bromination on thiophene ring
2-Propylthiophene 2 was by lithiation thiophene
This regioselectivity is consistent with the get N-phenyl-5-propylthiophene-2-carboxamide 3 in 91%
Summary
Functionalized derivatives of thiophene have massively contributed to the growth of. 1. Introduction chemistry materials derivatives which haveof shown promising developments towardstonew technoloFunctionalized thiophene have massively contributed the growth of gies in electronics [1,2,3,4,5]. Not prederivation, as well This as handles themselves candirected be derivatized to the target viously beenbenefits reported, to three new characterized derivatives. This system fromleading new directed derivations that have not previously The beenaldehyde reported, group intoposition. The amide group at position contributes to the ease of functionalibench-stable derivatives that are accessible for enhanced synthetic modification.
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